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Solvent‐Dependent Enantiodivergent Mannich‐Type Reaction: Utilizing a Conformationally Flexible Guanidine/Bisthiourea Organocatalyst
Author(s) -
Sohtome Yoshihiro,
Tanaka Shinji,
Takada Keisuke,
Yamaguchi Takahisa,
Nagasawa Kazuo
Publication year - 2010
Publication title -
angewandte chemie
Language(s) - German
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201005109
Subject(s) - chemistry , guanidine , organocatalysis , solvent , mannich reaction , catalysis , organic chemistry , combinatorial chemistry , enantioselective synthesis
Beachte das Medium : Malonate und tert ‐Butoxycarbonyl(Boc)‐geschützte Imine reagieren in Gegenwart des flexiblen Katalysators 1 je nach Lösungsmittel zu den S ‐ oder R ‐Addukten. Eine kinetische Analyse dieser enantiodivergenten Organokatalyse erklärt das Verhalten mit einer Enthalpie‐Entropie‐Kompensation.

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